Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-09-11 03:16:46 UTC |
---|
Updated at | 2022-09-11 03:16:47 UTC |
---|
NP-MRD ID | NP0309020 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | (1s,3s,4r,7s,8r,9s,10s,12r,14s,15r)-7-(acetyloxy)-3-hydroxy-5,5,9,15-tetramethyl-16-oxo-11-oxapentacyclo[12.2.1.0¹,¹⁰.0⁴,⁹.0¹⁰,¹²]heptadecan-8-yl acetate |
---|
Description | Exsertifolin D belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. (1s,3s,4r,7s,8r,9s,10s,12r,14s,15r)-7-(acetyloxy)-3-hydroxy-5,5,9,15-tetramethyl-16-oxo-11-oxapentacyclo[12.2.1.0¹,¹⁰.0⁴,⁹.0¹⁰,¹²]heptadecan-8-yl acetate is found in Jungermannia exsertifolia. It was first documented in 2021 (PMID: 36122136). Based on a literature review a significant number of articles have been published on Exsertifolin D (PMID: 36122021) (PMID: 36122933) (PMID: 36123106) (PMID: 36122846). |
---|
Structure | C[C@@H]1[C@H]2C[C@@]3(C[C@H](O)[C@@H]4C(C)(C)C[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@]4(C)[C@]33O[C@@H]3C2)C1=O InChI=1S/C24H34O7/c1-11-14-7-17-24(31-17)22(6)18(15(27)9-23(24,8-14)19(11)28)21(4,5)10-16(29-12(2)25)20(22)30-13(3)26/h11,14-18,20,27H,7-10H2,1-6H3/t11-,14-,15+,16+,17-,18-,20+,22+,23-,24+/m1/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C24H34O7 |
---|
Average Mass | 434.5290 Da |
---|
Monoisotopic Mass | 434.23045 Da |
---|
IUPAC Name | (1S,3S,4R,7S,8R,9S,10S,12R,14S,15R)-7-(acetyloxy)-3-hydroxy-5,5,9,15-tetramethyl-16-oxo-11-oxapentacyclo[12.2.1.0^{1,10}.0^{4,9}.0^{10,12}]heptadecan-8-yl acetate |
---|
Traditional Name | (1S,3S,4R,7S,8R,9S,10S,12R,14S,15R)-7-(acetyloxy)-3-hydroxy-5,5,9,15-tetramethyl-16-oxo-11-oxapentacyclo[12.2.1.0^{1,10}.0^{4,9}.0^{10,12}]heptadecan-8-yl acetate |
---|
CAS Registry Number | Not Available |
---|
SMILES | C[C@@H]1[C@H]2C[C@@]3(C[C@H](O)[C@@H]4C(C)(C)C[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@]4(C)[C@]33O[C@@H]3C2)C1=O |
---|
InChI Identifier | InChI=1S/C24H34O7/c1-11-14-7-17-24(31-17)22(6)18(15(27)9-23(24,8-14)19(11)28)21(4,5)10-16(29-12(2)25)20(22)30-13(3)26/h11,14-18,20,27H,7-10H2,1-6H3/t11-,14-,15+,16+,17-,18-,20+,22+,23-,24+/m1/s1 |
---|
InChI Key | XAIMBTMOJZRNBR-SIQMLQJMSA-N |
---|
Experimental Spectra |
---|
|
| Not Available | Predicted Spectra |
---|
|
| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Diterpenoids |
---|
Direct Parent | Kaurane diterpenoids |
---|
Alternative Parents | |
---|
Substituents | - Kaurane diterpenoid
- Oxepane
- Dicarboxylic acid or derivatives
- Cyclic alcohol
- Carboxylic acid ester
- Ketone
- Secondary alcohol
- Ether
- Oxirane
- Dialkyl ether
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxide
- Organic oxygen compound
- Alcohol
- Carbonyl group
- Aliphatic heteropolycyclic compound
|
---|
Molecular Framework | Aliphatic heteropolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | |
---|
General References | - Magri M: Writing a Quality Management Plan. 2021. [PubMed:36122136 ]
- Langeland E, Ausland LH, Gunnarsdottir H, Arveklev SH, Vinje HF: Promoting Salutogenic Capacity in Health Professionals. 2022. [PubMed:36122021 ]
- Beura LK, Scott MC, Pierson MJ, Joag V, Wijeyesinghe S, Semler MR, Quarnstrom CF, Busman-Sahay K, Estes JD, Hamilton SE, Vezys V, O'Connor DH, Masopust D: Novel Lymphocytic Choriomeningitis Virus Strain Sustains Abundant Exhausted Progenitor CD8 T Cells without Systemic Viremia. J Immunol. 2022 Nov 1;209(9):1691-1702. doi: 10.4049/jimmunol.2200320. Epub 2022 Sep 19. [PubMed:36122933 ]
- Young AM, Brown JL, Hunt T, Sprague Martinez LS, Chandler R, Oga E, Winhusen TJ, Baker T, Battaglia T, Bowers-Sword R, Button A, Fallin-Bennett A, Fanucchi L, Freeman P, Glasgow LM, Gulley J, Kendell C, Lofwall M, Lyons MS, Quinn M, Rapkin BD, Surratt HL, Walsh SL: Protocol for community-driven selection of strategies to implement evidence-based practices to reduce opioid overdoses in the HEALing Communities Study: a trial to evaluate a community-engaged intervention in Kentucky, Massachusetts, New York and Ohio. BMJ Open. 2022 Sep 19;12(9):e059328. doi: 10.1136/bmjopen-2021-059328. [PubMed:36123106 ]
- Wang S, Wang Y, Li P, Wang L, Su Q, Zuo J: Development and characterizations of hydrogenotrophic denitrification granular process: Nitrogen removal capacity and adaptability. Bioresour Technol. 2022 Nov;363:127973. doi: 10.1016/j.biortech.2022.127973. Epub 2022 Sep 17. [PubMed:36122846 ]
- LOTUS database [Link]
|
---|